Azobisisobutyronitrile → Prop-2-enoic acid--6-methylheptyl prop-2-enoate (1/1)

HRID 1680371Notes

Reaction equation

HRID 1680371 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[C:14]([OH:18])(=[O:17])[CH:15]=[CH2:16].N(C(C)(C)C#N)=NC(C)(C)C#N>CC(C)=O>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[C:14]([OH:18])(=[O:17])[CH:15]=[CH2:16]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 6581Acrylic AcidHCID 165746Isooctyl acrylate

Product 1

HCID 165745Prop-2-enoic acid--6-methylheptyl prop-2-enoate (1/1)

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
53 °C

Procedure

Iso-octyl acrylate (252.0 grams), acrylic acid (28.0 Grams), and azobis(iso-butyronitrile) (0.700 gram; 0.25 weight percent based on monomer) were dissolved in acetone (420 grams; monomer solids was 40.00 weight percent) in a one liter amber glass bottle. The resulting solution was sparged briefly with nitrogen to remove dissolved oxygen, sealed, and heated with agitation at 53° C. for 24 hours. The resulting copolymer solids was 38.3 weight percent, and the inherent viscosity in tetrahydrofuran at 30° C. (0.15 gram copolymer per 100 grams solvent) was 1.71.

Workup

  1. customThe resulting solution was sparged briefly with nitrogen
  2. customto remove
  3. dissolutiondissolved oxygen
  4. customsealed
  5. customat 30° C.

Sources & evidence

ORD record
ord-c686ad32d36e41b8a61ad80c8437c36e
Source dataset
uspto-grants-1981_06
Patent number
US04273135

Reaction notes

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